39303
[6]-Shogaol
analytical standard
Synonym(s):
1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
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About This Item
Empirical Formula (Hill Notation):
C17H24O3
CAS Number:
Molecular Weight:
276.37
Beilstein:
2056098
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
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grade
analytical standard
Quality Level
Assay
≥90.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
food and beverages
format
neat
storage temp.
2-8°C
SMILES string
CCCCC\C=C\C(=O)CCc1ccc(O)c(OC)c1
InChI
1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+
InChI key
OQWKEEOHDMUXEO-BQYQJAHWSA-N
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General description
[6]-Shogaol is a pungent and one of the most abundant dehydrated form of gingerols present in the fresh ginger roots or dried and thermally treated roots. It may serve as a potential anti-inflammatory agent.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
This compound is commonly found in plants of the genus: zingiber
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Heinz H Pertz et al.
Planta medica, 77(10), 973-978 (2011-02-10)
The herbal drug ginger (Zingiber officinale Roscoe) may be effective for treating nausea, vomiting, and gastric hypomotility. In these conditions, cholinergic M (3) receptors and serotonergic 5-HT (3) and 5-HT (4) receptors are involved. The major chemical constituents of ginger
Huadong Chen et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 907, 126-139 (2012-10-04)
Ginger is frequently consumed as a spice and has numerous medicinal properties. Extensive research has characterized the anti-inflammatory, antioxidant, and antitumor activities of ginger. Previously, we reported the mercapturic acid pathway as a major metabolic route of [6]-shogaol in mice
Yingdong Zhu et al.
PloS one, 8(1), e54677-e54677 (2013-02-06)
Our previous study found that [6]-shogaol, a major bioactive component in ginger, is extensively metabolized in cancer cells and in mice. It is unclear whether these metabolites retain bioactivity. The aim of the current study is to synthesize the major
Chia-Jui Weng et al.
Molecular nutrition & food research, 56(8), 1304-1314 (2012-06-21)
We previously demonstrated that 6-shogaol and 6-gingerol, two active compounds in ginger (Zingiber officinale), possess antiinvasive activity against highly metastatic hepatoma cells. The aims of this study were to evaluate the inhibitory effect and molecular mechanism underlying the transcription and
Fei-Fei Gan et al.
Apoptosis : an international journal on programmed cell death, 16(8), 856-867 (2011-05-21)
Shogaols have been previously reported to induce cancer cell death via multiple mechanisms, among which one analog 6-shogaol has been reported to cause microtubule damage through specific reaction with sulfhydryl groups in tubulin. In this study, a series of shogaols
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